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Pharmacological studies of the new fatty-aromatic amides, structural analogs of chlorobenzoylaminoadamantane (chlodantane), and non-covalent water-soluble complexes of chlodantane, adamantylbromophenylamine (bromantane) and ADC-918 were carried out. It was shown that complexation neutralized the actoprotective properties of the last three substances. The resulting complexes of arabinogalactan were inclusion compounds where the adaptogen molecule played the role of a guest; the arabinogalactan molecule, a host. Salt-like coordination complexes formed with glycyrrhizic acid. The new derivatives belonged to the third class of moderately toxic compounds. N-[(1R, 2RS)-Camphan-2-yl]-4-chlorobenzamide turned out to be the most promising compound in terms of the pharmacological profile and increased physical performance in the treadmill test by 23.22 – 25.20% 14 d after administration of the studied agent to mice. [ABSTRACT FROM AUTHOR]

Various methods for the reduction of (het)arylimines of cage-structured monoterpenoid ketones, l-fenchone and d-camphor, were explored. The best results were achieved using the NaBH4-NiCl2 • 6H2O system in 95% ethanol. The exception is halogenated aniline derivatives, in the case of which the reduction of the C-N bond is accompanied with the hydrogenolysis of the C-Hal bond. [ABSTRACT FROM AUTHOR]

Novel structural analogs of isothiobarbamine, which differ from the prototype scaffold by the substituent at position 2 of the pyrimidine heterocycle, were for the first time synthesized and characterized. Data acquired in pharmacological experiments in vivo revealed that compounds 1b—d and 10 increase physical productivity, whereas compounds 1c and 10 exhibit a nootropic effect, compound 8a shows a psychostimulating effect, and compound 1b exhibits anxiolytic properties. The results reported herein indicate that the drug discovery based on new structural analogs of isothiobarbamine is promising since it may lead to drugs for the prevention and treatment of asthenia (chronic fatigue syndrome). [ABSTRACT FROM AUTHOR]

Regiospecific S-monoaminoalkylation of 5-substituted derivatives of 6-hydroxy-2-thiouracil with free N,N-dialkyl-N-(2-chloroethyl)amines in anhydrous PriOH was described for the first time. In compliance with the rules and regulations of green chemistry, this approach was used to synthesize a number of structural analogs of isothiobarbamine in high yield and purity, which are potential synthetic actoprotectors of immediate action. [ABSTRACT FROM AUTHOR]

For the first time, the mechanism of the reaction of 2,2,3,3-tetrafluoropropanol with thionyl chloride at the electronic level was studied using the classical quantum chemical method ab initio in the 3-21G basis. The reaction was studied in two directions. The first direction is synchronous simultaneous separation of chlorine and the formation of an O-S bond occurs. The second direction goes by the mechanism of the reaction of direct addition at the sulphur atom followed by the elimination of the chloride anion. It was found that the second direction is more energy-efficient than the first, since the reaction is barrier-free and the first direction-synchronous reaction has a barrier of more than 5 kJ/mol. [ABSTRACT FROM AUTHOR]

Alkylation of N-aryl and N-arylalkyl acetamides with hydroxy adamantane derivatives in trifluoroacetic acid was studied. The differentiating effect of trifluoroacetic acid on the regio-selectivity of adamantylation of o-alkyl-substituted acetanilides was established, leading to energetically more stable products of para-substitution with respect to the alkyl group (the content of para-alkyl isomers is 93–94%). This enabled the synthesis of adamantylaminoarenes in 83–99% yields and with 95–99% purity. [ABSTRACT FROM AUTHOR]

The reduction of cage ketoximes under Schwenk–Papa reaction conditions was studied to establish that the d,l, d- and l-camphor oximes are smoothly reduced to the corresponding amines in high yields. At the same time, d,l-norcamphor and adamantan-2-one oximes undergo partial catalytic deoximation to form a mixture of the corresponding amines and alcohols. [ABSTRACT FROM AUTHOR]

The review summarizes information on cyclopropane as an independent pharmacophore group and as a fragment for modification of pharmacological activity level of medicines used in practice. The advantages of a cyclopropane fragment over its bioisosteres are that, on the one hand, this fragment imposes conformational rigidity on the molecules of physiologically active compounds and, on the other hand, the replacement of acyclic terminal and “linker” groups with a cyclopropane fragment increases the metabolic stability of the target structures and extends the scope of their therapeutic action. [ABSTRACT FROM AUTHOR]

Features of synthesis of 1-polyfluoroalkoxy derivatives of adamantane via reactions of polyfluoroalkyl chlorosulfites with 1-adamantanol and of alcoholates of polyfluororinated alcohols with 1-bromoadamanatane were revealed. [ABSTRACT FROM AUTHOR]

Presents a letter to the editor which offers a discussion on new catalytic synthesis of polyfluoroalkyl chlorosulfites.

Presents a letter to the editor about the method for preparing polyfluorinated ethers.

A letter to the editor is presented in response to the article "Decomposition of polyfluoroalkyl chlorosulfites in the presence of copper(I) chloride" published in the April 25, 2005 issue.

The article reports on ortho-polyfluoroalkylation of phenol with polyfluoroalkyl chlorosulfites. Polyfluoroalkyl chlorosulfites I, II react with a complex of phenol with triethylamine furnishing polyfluoroalkyl ethers of phenol. The reaction is likely to occur via six-membered transition state. Besides polyfluoroalkyl phenyl ethers III and IV form also SO2 and triethylamine hydrochloride. Polyfluoroalkyl phenyl ethers were previously prepared by a reaction of bromobenzene with alcoholates of polyfluorinated alcohols in pyridine in the presence of copper.